Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels The Battle of Santo Domingo 4D Movie Experience Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory Private Souvenirs Shopping Tour from Punta Cana La Boutique Mobile Punta Cana View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Private Tour - Rock formations and Turtle Viewing

Explore Aruba's Beaches and iconic landmarks on a private half-day Jeep tour in our signature red Wrangler. Guided by a local expert, uncover stories and …More

5.0 (5)

Private Tour - Rock formations and Turtle Viewing

Explore Aruba's Beaches and iconic landmarks on a private half-day Jeep tour in our signature red Wrangler. Guided by a local expert, uncover stories and...

4 to 5 hours Free Cancellation

5.0 (5)

from
$475

Private St John Tour including Trunk Bay

Learn about the local culture and life on the smallest Virgin Island. Highlights of the tour include Cruz Bay, Annaberg Ruins, and one of St. …More

Cruz Bay, US Virgin Islands

3.4 (9)

Private St John Tour including Trunk Bay

Learn about the local culture and life on the smallest Virgin Island. Highlights of the tour include Cruz Bay, Annaberg Ruins, and one of St....

4 to 5 hours Hotel pickup offered Free Cancellation

3.4 (9)

from
$475

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking …More

5.0 (4)

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking...

3 hours Free Cancellation

5.0 (4)

from
$479

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour Exploration in Gracebay

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered

from
$480

Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins …More

4.9 (28)

Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins...

4 hours Free Cancellation

4.9 (28)

from
$480

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive …More

Nassau, Bahamas

5.0 (15)

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive...

4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$480

This tour is unique because it is a private tour where you have the Taxi at your disposal to serve you for the day. …More

Kingstown, St Vincent and the Grenadines

3.0 (2)

Dark View Falls Private Tour

This tour is unique because it is a private tour where you have the Taxi at your disposal to serve you for the day....

1 to 5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$481

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

4.9 (17)

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$490

Embark on an unforgettable adventure with our captivating St. John Jeep Tour! Journey through the island like a local alongside our knowledgeable guides. Savor the …More

Cruz Bay, US Virgin Islands

2.0 (1)

Private 4WD Tour to Trunk Bay St John

Embark on an unforgettable adventure with our captivating St. John Jeep Tour! Journey through the island like a local alongside our knowledgeable guides. Savor the...

6 hours Hotel pickup offered Free Cancellation

2.0 (1)

from
$495

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour …More

Soufriere, St Lucia

5.0 (4)

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$498

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires …More

4.8 (36)

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires...

5 hours Free Cancellation

4.8 (36)

from
$499

There's only one way to explore ARUBA, and that's by a Brand New 4x4 6 seater UTV. Choose from various rental lengths to suit your …More

4.9 (34)

6 Seater Utv Rental Aruba

There's only one way to explore ARUBA, and that's by a Brand New 4x4 6 seater UTV. Choose from various rental lengths to suit your...

8 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$499

Exuma Full Day Swimming Pigs Group Boat Tour

Blast off from Nassau to the dazzling Exuma Cays for the ultimate island adventure! First, land at Allen’s Cay and meet wild Bahamian iguanas—feed them, …More

4.9 (158)

Exuma Full Day Swimming Pigs Group Boat Tour

Blast off from Nassau to the dazzling Exuma Cays for the ultimate island adventure! First, land at Allen’s Cay and meet wild Bahamian iguanas—feed them,...

8 hours Free Cancellation

4.9 (158)

from
$499

Brand NEW honda talon 4 seater Luxury utv rental Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with …More

Palm - Eagle Beach, Aruba

5.0 (4)

Honda Talon 4 Seater Rental

Brand NEW honda talon 4 seater Luxury utv rental Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$499

Luxury Sightseeing & Shopping Private Tour - 3 Hours

Sit back and relax while we show you around St. Thomas in our luxurious and immaculately maintained Suburban's. This shopping and sightseeing tour is completely …More

5.0 (40)

Luxury Sightseeing & Shopping Private Tour - 3 Hours

Sit back and relax while we show you around St. Thomas in our luxurious and immaculately maintained Suburban's. This shopping and sightseeing tour is completely...

3 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$500

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the …More

4.8 (37)

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the...

6 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$500

Take part in your exclusive Flying Dress Photoshoot in Jamaica with Kevin Wright's team of professional photographers. You will be the star of the show …More

Montego Bay, Jamaica

5.0 (48)

Flying Dress Photoshoots in Montego Bay Jamaica

Take part in your exclusive Flying Dress Photoshoot in Jamaica with Kevin Wright's team of professional photographers. You will be the star of the show...

1 to 2 hours Free Cancellation

5.0 (48)

from
$500

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure! …More

4.9 (132)

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure!...

6 hours Hotel pickup offered Free Cancellation

4.9 (132)

from
$500

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore …More

Palm - Eagle Beach, Aruba

5.0 (54)

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore...

4 hours Hotel pickup offered Free Cancellation

5.0 (54)

from
$500

Private Dominica Tour to Trafalgar Falls &Titou Gorge via Minibus

An exciting and thrilling adventure tour of the Roseau Valley including the Unesco World Heritage Site 'Morne Trois Piton National Park' & the majestic twin …More

5.0 (13)

Private Dominica Tour to Trafalgar Falls &Titou Gorge via Minibus

An exciting and thrilling adventure tour of the Roseau Valley including the Unesco World Heritage Site 'Morne Trois Piton National Park' & the majestic twin...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$500

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Tours & Sightseeing?

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Tours & Sightseeing are:

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?